N⁴-(trans-4-aminocyclohexyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxycytidine

Base Information

• Chemical Name: N⁴-(trans-4-aminocyclohexyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxycytidine
• CAS No.: 776297-85-9
• Molecular Formula: C₂₇H₅₀N₄O₅Si₂
• Molecular Weight: 566.889

Synonyms:N⁴-(trans-4-aminocyclohexyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxycytidine

Chemical Property of N⁴-(trans-4-aminocyclohexyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxycytidine

Chemical Property:

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Technology Process of N⁴-(trans-4-aminocyclohexyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxycytidine

There total 1 articles about N⁴-(trans-4-aminocyclohexyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxycytidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

trans-1,4-cyclohexyldiamine (2615-25-0) + 4-O-[(2,4,6-triisopropylphenyl)sulfonyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyuridine → N4-(trans-4-aminocyclohexyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxycytidine (776297-85-9)

Guidance literature:

In ethanol; at 60 ℃; for 1h;

DOI:10.1055/s-2004-829143

Reference yield:

N4-(trans-4-aminocyclohexyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxycytidine (776297-85-9) → N4-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-2'-deoxycytidine (776297-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 343 mg / tetrahydrofuran / 18 h / 4 °C

2: 83 percent / TBAF / tetrahydrofuran / 18 h / 18 °C

With tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1055/s-2004-829143

Reference yield:

N4-(trans-4-aminocyclohexyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxycytidine (776297-85-9) → 5'-O-(4,4'-dimethoxytrityl)-N4-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-2'-deoxycytidine (776297-88-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 343 mg / tetrahydrofuran / 18 h / 4 °C

2: 83 percent / TBAF / tetrahydrofuran / 18 h / 18 °C

3: 72 percent / pyridine / 3 h / 18 °C

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1055/s-2004-829143

upstream raw materials:

trans-1,4-cyclohexyldiamine

Downstream raw materials:

N⁴-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxycytidine

N⁴-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-2'-deoxycytidine

5'-O-(4,4'-dimethoxytrityl)-N⁴-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-2'-deoxycytidine

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